Acetic acid (E)-1,3-bis-(3-methoxy-phenyl)-allyl ester | 109296-91-5

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: Acetic acid (E)-1,3-bis-(3-methoxy-phenyl)-allyl ester
• 英文别名: [(E)-1,3-bis(3-methoxyphenyl)prop-2-enyl] acetate
• CAS: 109296-91-5
• 化学式: C₁₉H₂₀O₄
• 分子量: 312.365
• InChiKey: SODLRQXFRIATQV-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Acetic acid (E)-1,3-bis-(3-methoxy-phenyl)-allyl ester 在 tris-(dibenzylideneacetone)dipalladium(0) 、 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 、 sodium sulfite 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.48h， 以68%的产率得到(E)-1,3-bis(3-methoxyphenyl)prop-2-ene-1-sulfonic acid
  参考文献：
  名称：

  Enantioselective transformation of Na₂SO₃into allylic sulfonic acids under Pd catalysis

  摘要：

  在温和条件下，使用钯催化剂对二芳基取代烯丙酸酯进行了不对称联烯磺化反应，反应中使用了亚硫酸钠（Na2SO3）。该方法直接提供了高收率和对映选择性的联烯磺酸。

  DOI：

  10.1039/c4cc06945e

文献信息

• Catalytic activity of chiral chelating <i>N</i>-heterocyclic carbene palladium complexes towards asymmetric allylic alkylation
  作者：Liangru Yang、Yunfei Li、Pu Mao、Jinwei Yuan、Yongmei Xiao

  DOI：10.1080/10426507.2018.1546177

  日期：2019.8.3

  Abstract The catalytic activity of a series of chiral heteroaryl coordinated chelating N-heterocyclic carbene (NHC) palladium complexes towards asymmetric allylic alkylation (AAA) were presented here. The effects of different N-substituents, NHC backbones and chelate rings on the catalytic activity and the enantioselectivity of the alkylation of (E)-1,3-diarylallyl acetates with dialkyl malonate were

  摘要 本文介绍了一系列手性杂芳基配位螯合 N-杂环卡宾 (NHC) 钯配合物对不对称烯丙基烷基化 (AAA) 的催化活性。研究了不同N-取代基、NHC主链和螯合环对(E)-1,3-二芳基烯丙酯乙酸酯与丙二酸二烷基酯烷基化的催化活性和对映选择性的影响。结果表明，在优化条件下，带有吡啶基配位五元螯合环的配合物3a、3b和3i表现出较高的催化活性和手性诱导效率。以高收率和中等ee值获得相应的烷基化产物。此外，发现(E)-1,3-二芳基烯丙基乙酸酯的取代基和亲核试剂的类型也影响结果。
• [EN] METHODS AND COMPOSITIONS FOR SUBSTITUTED ARYLCYCLOHEPTANE ANALOGS<br/>[FR] MÉTHODES ET COMPOSITIONS DESTINÉS À DES ANALOGUES D'ARYLCYCLOHEPTANE SUBSTITUÉS
  申请人：UNIV FLORIDA

  公开号：WO2020033567A1

  公开（公告）日：2020-02-13

  In one aspect, the disclosure relates to methods for preparation of intermediates useful for the preparation of aryl-cycloheptene scaffolds. In a further aspect, the disclosed methods pertain to the preparation of compounds comprising an aryl-cycloheptene structure. The disclosed methods utilize abundant starting materials and simple reaction sequences that can be used to modularly and scalably assemble common such cores. In various aspects, the present disclosure pertains to compounds prepared using the disclosed methods. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present disclosure.

  本发明涉及制备用于制备芳基-环庚烯支架的中间体的方法。此外，所披露的方法涉及制备包含芳基-环庚烯结构的化合物。所披露的方法利用丰富的起始材料和简单的反应序列，可用于模块化和可扩展地组装常见的此类核心。在各个方面，本公开涉及使用所披露的方法制备的化合物。本摘要旨在作为搜索特定艺术领域的扫描工具，不旨在限制本公开。
• Asymmetric Allylic Alkylation of 1,3-Disubstituted 2-Propenyl Acetates Catalyzed by a Chiral Ferrocenylphosphine–Palladium Complex
  作者：Tamio Hayashi、Akihiro Yamamoto、Yoshihiko Ito

  DOI：10.1246/cl.1987.177

  日期：1987.1.5

  Reaction of racemic 2-propenyl acetates substituted with two different aryl groups at 1 and 3 positions with sodium acetylacetonate in the presence of a palladium catalyst containing an optically active ferrocenylphosphine ligand gave regioisomeric allylic alkylation products of high optical purity (up to 95% ee).

  在含有光学活性二茂铁基膦配体的钯催化剂存在下，在 1 位和 3 位被两个不同芳基取代的外消旋乙酸 2-丙烯酯与乙酰丙酮钠反应，得到高光学纯度（高达 95% ee）的区域异构烯丙基烷基化产物.
• HAYASHI TAMIO; YAMAMOTO AKIHIRO; ITO YOSHIHIKO, CHEM. LETT.,(1987) N 1, 177-180
  作者：HAYASHI TAMIO、 YAMAMOTO AKIHIRO、 ITO YOSHIHIKO

  DOI：——

  日期：——
• METHODS AND COMPOSITIONS FOR SUBSTITUTED ARYLCYCLOHEPTANE ANALOGS
  申请人：UNIVERSITY OF FLORIDA RESEARCH FOUNDATION

  公开号：US20210300928A1

  公开（公告）日：2021-09-30

  In one aspect, the disclosure relates to methods for preparation of intermediates useful for the preparation of aryl-cycloheptene scaffolds. In a further aspect, the disclosed methods pertain to the preparation of compounds comprising an aryl-cycloheptene structure. The disclosed methods utilize abundant starting materials and simple reaction sequences that can be used to modularly and scalably assemble common such cores. In various aspects, the present disclosure pertains to compounds prepared using the disclosed methods. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present disclosure.